1-[2-(Methanesulfonyl)ethyl]-4-(5-methoxy-2-methyl-4-nitrophenyl)piperazine → 5-Methyl-2-(methyloxy)-4-{4-[2-(methylsulfonyl)ethyl)-1-piperazinyl}aniline

HRID 1014257노트

반응식

HRID 1014257 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[N:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][S:21]([CH3:24])(=[O:23])=[O:22])[CH2:15][CH2:14]1>C(OCC)(=O)C.CO>[CH3:1][C:2]1[C:3]([N:13]2[CH2:14][CH2:15][N:16]([CH2:19][CH2:20][S:21]([CH3:24])(=[O:22])=[O:23])[CH2:17][CH2:18]2)=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:7]=1)[NH2:8]

참가 물질

3

반응물 1

HCID 534879841-[2-(Methanesulfonyl)ethyl]-4-(5-methoxy-2-methyl-4-nitrophenyl)piperazine

생성물 1

HCID 594420995-Methyl-2-(methyloxy)-4-{4-[2-(methylsulfonyl)ethyl)-1-piperazinyl}aniline수율 82%

시약·촉매·용매 1

HCID 21584119Ethylacetate methanol용매

실험 절차

1-[2-methyl-5-(methyloxy)-4-nitrophenyl]-4-[2-(methylsulfonyl)ethyl]piperazine (0.257 g, 0.72 mmol) was placed in a 40 mL high vial and dissolved in 10 mL of 1:1 ethyl acetate/methanol. 5 wt % Platinum(sulfided)/C (0.165 g, 0.043 mmol) was added followed quickly by a screw cap septum. The vial was evacuated and filled with nitrogen six times to remove any oxygen. The vial was then pressurized with hydrogen (balloon) and the solution stirred overnight. The next morning the vessel was evacuated and filled with nitrogen six times to remove any hydrogen. The solution was filtered through celite and evaporated to afford 5-methyl-2-(methyloxy)-4-{4-[2-(methylsulfonyl)ethyl]-1-piperazinyl}aniline (0.194 g, 0.59mmol, 82%). 1 H NMR (400 MHz, CHLOROFORM-δ ppm 6.54 (s, 2 H), 3.80 (s, 3 H), 3.30-3.37 (m, 2H), 3.07 (s, 3 H), 2.91-2.98 (m, 6 H), 2.82-2.90 (m, 4 H), 2.15 (s, 3 H).

후처리

  1. customcap septum
  2. customThe vial was evacuated
  3. additionfilled with nitrogen six times
  4. customto remove any oxygen
  5. customThe next morning the vessel was evacuated
  6. additionfilled with nitrogen six times
  7. customto remove any hydrogen
  8. filtrationThe solution was filtered through celite
  9. customevaporated

출처 및 근거

ORD 기록
ord-c6b06744f5ca44999f26a24afcff0ee6
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981903B2

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